The origin of a common compound about 19337-97-4

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Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 19337-97-4, name is trans-3-(3-Pyridyl)acrylic acid. This compound has unique chemical properties. The synthetic route is as follows. Product Details of 19337-97-4

(2E)-3-(pyridin-3-yl)prop-2-enoic acid (698 mg, 4.68 mmol) was dissolved in DMF (24 mL) and treated with DIPEA (2 mL, 11.7 mmol) and HATU (1.80 g, 4.68 mmol). After 5 minutes, tert-butyl 4-(4-aminobutyl)piperidine-l -carboxylate (1.00 g, 3.90 mmol) was added as a solution in DMF (8 mL). The reaction was stirred at room temperature overnight. The reaction solvent was removed in vacuo, and the residue redissolved in EtOAc then washed once with water, twice with saturated NaHCC , and once with brine. The organic layer was dried over Na2S04 and concentrated. The crude product was purified by silica gel chromatography (EtOAc/hexanes) to provide the title compound (1.16 g, 3.00 mmol, 77%). LCMS: tR = 1.22 min; m/z = 388.3 [M+H]+. lH NMR (400 MHz, Chloroform-d) delta 8.78 – 8.71 (m, 1H), 8.57 (dd, J = 4.8, 1.6 Hz, 1H), 7.83 – 7.75 (m, 1H), 7.62 (d, J = 15.7 Hz, 1H), 7.35 – 7.29 (m, 1H), 6.45 (d, J = 15.7 Hz, 1H), 5.68 (t, 1H), 4.18 – 3.90 (m, 2H), 3.40 (td, J = 7.2, 5.9 Hz, 2H), 2.76 – 2.55 (m, 2H), 1.70 – 1.51 (m, 4H), 1.45 (s, 9H), 1.43 – 1.31 (m, 3H), 1.31 – 1.20 (m, 2H), 1.07 (qd, J = 12.5, 4.4 Hz, 2H).

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it, 19337-97-4, trans-3-(3-Pyridyl)acrylic acid.

Reference:
Patent; SEATTLE GENETICS, INC.; NEUMANN, Christopher Scott; OLIVAS, Kathleen; (446 pag.)WO2018/75600; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem